EP0321820A2 - Résine liquide, durcissable par rayonnement, utilisée comme revêtement secondaire pour des conducteurs optiques - Google Patents

Résine liquide, durcissable par rayonnement, utilisée comme revêtement secondaire pour des conducteurs optiques Download PDF

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Publication number
EP0321820A2
EP0321820A2 EP88120732A EP88120732A EP0321820A2 EP 0321820 A2 EP0321820 A2 EP 0321820A2 EP 88120732 A EP88120732 A EP 88120732A EP 88120732 A EP88120732 A EP 88120732A EP 0321820 A2 EP0321820 A2 EP 0321820A2
Authority
EP
European Patent Office
Prior art keywords
diepoxide
molecular weight
average molecular
radiation
hydroxy
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Withdrawn
Application number
EP88120732A
Other languages
German (de)
English (en)
Other versions
EP0321820A3 (fr
Inventor
Siegfried Dr. Birkle
Hans-Dieter Dr. Feucht
Rainer Dr. Kamps
Eva-Maria Rissel
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Siemens AG
Siemens Corp
Original Assignee
Siemens AG
Siemens Corp
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Siemens AG, Siemens Corp filed Critical Siemens AG
Publication of EP0321820A2 publication Critical patent/EP0321820A2/fr
Publication of EP0321820A3 publication Critical patent/EP0321820A3/fr
Withdrawn legal-status Critical Current

Links

Classifications

    • HELECTRICITY
    • H01ELECTRIC ELEMENTS
    • H01BCABLES; CONDUCTORS; INSULATORS; SELECTION OF MATERIALS FOR THEIR CONDUCTIVE, INSULATING OR DIELECTRIC PROPERTIES
    • H01B3/00Insulators or insulating bodies characterised by the insulating materials; Selection of materials for their insulating or dielectric properties
    • H01B3/18Insulators or insulating bodies characterised by the insulating materials; Selection of materials for their insulating or dielectric properties mainly consisting of organic substances
    • H01B3/30Insulators or insulating bodies characterised by the insulating materials; Selection of materials for their insulating or dielectric properties mainly consisting of organic substances plastics; resins; waxes
    • H01B3/40Insulators or insulating bodies characterised by the insulating materials; Selection of materials for their insulating or dielectric properties mainly consisting of organic substances plastics; resins; waxes epoxy resins
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00Polymeric products of isocyanates or isothiocyanates
    • C08G18/06Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/28Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/40High-molecular-weight compounds
    • C08G18/64Macromolecular compounds not provided for by groups C08G18/42 - C08G18/63
    • C08G18/6407Reaction products of epoxy resins with at least equivalent amounts of compounds containing active hydrogen
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00Polymeric products of isocyanates or isothiocyanates
    • C08G18/06Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/70Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
    • C08G18/81Unsaturated isocyanates or isothiocyanates
    • C08G18/8108Unsaturated isocyanates or isothiocyanates having only one isocyanate or isothiocyanate group
    • C08G18/8116Unsaturated isocyanates or isothiocyanates having only one isocyanate or isothiocyanate group esters of acrylic or alkylacrylic acid having only one isocyanate or isothiocyanate group
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G59/00Polycondensates containing more than one epoxy group per molecule; Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups
    • C08G59/02Polycondensates containing more than one epoxy group per molecule
    • C08G59/04Polycondensates containing more than one epoxy group per molecule of polyhydroxy compounds with epihalohydrins or precursors thereof
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G59/00Polycondensates containing more than one epoxy group per molecule; Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups
    • C08G59/14Polycondensates modified by chemical after-treatment
    • C08G59/1433Polycondensates modified by chemical after-treatment with organic low-molecular-weight compounds
    • C08G59/1438Polycondensates modified by chemical after-treatment with organic low-molecular-weight compounds containing oxygen
    • C08G59/1444Monoalcohols
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G59/00Polycondensates containing more than one epoxy group per molecule; Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups
    • C08G59/14Polycondensates modified by chemical after-treatment
    • C08G59/1433Polycondensates modified by chemical after-treatment with organic low-molecular-weight compounds
    • C08G59/1438Polycondensates modified by chemical after-treatment with organic low-molecular-weight compounds containing oxygen
    • C08G59/1455Monocarboxylic acids, anhydrides, halides, or low-molecular-weight esters thereof
    • C08G59/1461Unsaturated monoacids
    • C08G59/1466Acrylic or methacrylic acids
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G59/00Polycondensates containing more than one epoxy group per molecule; Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups
    • C08G59/14Polycondensates modified by chemical after-treatment
    • C08G59/1433Polycondensates modified by chemical after-treatment with organic low-molecular-weight compounds
    • C08G59/1477Polycondensates modified by chemical after-treatment with organic low-molecular-weight compounds containing nitrogen
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G59/00Polycondensates containing more than one epoxy group per molecule; Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups
    • C08G59/18Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing
    • C08G59/20Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing characterised by the epoxy compounds used
    • C08G59/22Di-epoxy compounds
    • GPHYSICS
    • G02OPTICS
    • G02BOPTICAL ELEMENTS, SYSTEMS OR APPARATUS
    • G02B6/00Light guides; Structural details of arrangements comprising light guides and other optical elements, e.g. couplings
    • G02B6/24Coupling light guides
    • G02B6/36Mechanical coupling means
    • G02B6/38Mechanical coupling means having fibre to fibre mating means
    • G02B6/3801Permanent connections, i.e. wherein fibres are kept aligned by mechanical means
    • YGENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10STECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10S525/00Synthetic resins or natural rubbers -- part of the class 520 series
    • Y10S525/92Polyurethane having terminal ethylenic unsaturation
    • YGENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10STECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10S525/00Synthetic resins or natural rubbers -- part of the class 520 series
    • Y10S525/921Polyester having terminal ethylenic unsaturation other than polyesterurethanes
    • YGENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10STECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10S525/00Synthetic resins or natural rubbers -- part of the class 520 series
    • Y10S525/922Polyepoxide polymer having been reacted to yield terminal ethylenic unsaturation

Definitions

  • the invention relates to a liquid, radiation-curable resin for the secondary coating of optical fibers, a secondary coating produced therefrom and an optical waveguide with this secondary coating.
  • Optical waveguides generally have two coatings: a soft primary coating and a solid secondary coating, with radiation-hardened urethane acrylates predominantly currently being used as the primary coating and radiation-hardened epoxy acrylates or urethane acrylates predominantly used as the secondary coating (see, for example: "Polym. Mater. Sci. Eng.” Vol. 55 , 1986, pages 536 to 539).
  • the resins used for coating not only have to be radiation-curable, which allows quick and inexpensive curing, but they also have to be liquid, i.e. can be processed essentially solvent-free to meet environmental protection requirements.
  • the object of the invention is to provide a liquid, radiation-curable resin which, owing to its high radiation sensitivity and a viscosity, which at most requires the addition of relatively small amounts of diluents, is suitable for producing secondary coatings for optical waveguides which have a freezing area ⁇ + 60 ° C own and are compatible with the primary coatings, especially based on urethane acrylates.
  • Cycloaliphatic diepoxides give, for example, 1: 2 adducts corresponding to the general formula IV (and corresponding isomers):
  • the diepoxide and the diol or the monohydric alcohol are reacted with one another in a low-boiling organic solvent (such as trichloromethane) at elevated temperature ( ⁇ 80 ° C.) in the presence of an acidic catalyst (such as trifluoromethanesulfonic acid) .
  • a low-boiling organic solvent such as trichloromethane
  • an acidic catalyst such as trifluoromethanesulfonic acid
  • the ratio of diepoxide to diol is between 1: 2 and 1: 6; the monohydric alcohol can also be used in excess, ie the ratio here 1: 2 or larger.
  • the reaction product - in addition to the 1: 2 adduct - can contain small amounts of oligomers, for example the following structure:
  • reaction mixture is then stirred at room temperature until isocyanate can no longer be detected.
  • the solvent is then removed in vacuo at a bath temperature of 40 ° C.
  • About 130 g of a clear, slightly yellowish resin with a viscosity of about 14000 mPa.s (at 23 ° C.) are obtained.

Landscapes

  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • General Chemical & Material Sciences (AREA)
  • Physics & Mathematics (AREA)
  • Emergency Medicine (AREA)
  • Optics & Photonics (AREA)
  • General Physics & Mathematics (AREA)
  • Spectroscopy & Molecular Physics (AREA)
  • Surface Treatment Of Glass Fibres Or Filaments (AREA)
  • Macromonomer-Based Addition Polymer (AREA)
  • Paints Or Removers (AREA)
EP19880120732 1987-12-23 1988-12-12 Résine liquide, durcissable par rayonnement, utilisée comme revêtement secondaire pour des conducteurs optiques Withdrawn EP0321820A3 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE3743992 1987-12-23
DE3743992 1987-12-23

Publications (2)

Publication Number Publication Date
EP0321820A2 true EP0321820A2 (fr) 1989-06-28
EP0321820A3 EP0321820A3 (fr) 1991-01-23

Family

ID=6343527

Family Applications (1)

Application Number Title Priority Date Filing Date
EP19880120732 Withdrawn EP0321820A3 (fr) 1987-12-23 1988-12-12 Résine liquide, durcissable par rayonnement, utilisée comme revêtement secondaire pour des conducteurs optiques

Country Status (2)

Country Link
US (1) US5015709A (fr)
EP (1) EP0321820A3 (fr)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0562368A3 (en) * 1992-03-23 1994-09-28 Siemens Ag Epoxy functional polyethers
WO1999040141A1 (fr) * 1998-02-05 1999-08-12 Siemens Aktiengesellschaft Matiere thermiquement durcissable a une composante et destinee a la technique 'manque de metal'

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6042943A (en) * 1998-03-23 2000-03-28 Alvin C. Levy & Associates, Inc. Optical fiber containing a radiation curable primary coating composition
US5985952A (en) * 1998-03-23 1999-11-16 Alvin C. Levy & Associates, Inc. Radiation curable primary coating composition for an optical fiber
KR20030066762A (ko) 2000-12-29 2003-08-09 디에스엠 아이피 어셋츠 비.브이. 방사선-경화 가능 섬유 광학 코팅재에 사용하기 위한비결정-형성 올리고머

Family Cites Families (13)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB1006587A (en) * 1961-12-18 1965-10-06 Robertson Co H H Ethylenically unsaturated polyhydroxy diester polyethers
CH443342A (de) * 1962-05-07 1967-09-15 Ciba Geigy Verfahren zur Herstellung von neuen hydroxylgruppenhaltigen Polyäther-estern
FR1549956A (fr) * 1967-03-02 1968-12-13
US3600290A (en) * 1970-01-15 1971-08-17 Continental Can Co Furan-stabilized beta-hydroxy ester coating compositions
US4099837A (en) * 1976-05-26 1978-07-11 Bell Telephone Laboratories, Incorporated Coating of fiber lightguides with UV cured polymerization products
US4221892A (en) * 1978-11-30 1980-09-09 The Dow Chemical Company Photocurable partially esterified polyepoxides
DE2926415A1 (de) * 1979-06-29 1981-01-08 Siemens Ag Verfahren zur herstellung eines zugfesten lichtwellenleiters
US4383091A (en) * 1980-09-19 1983-05-10 The Dow Chemical Company Urethane modified polymers having hydroxyl groups
NL8400727A (nl) * 1984-03-07 1985-10-01 Philips Nv Optische glasvezel voorzien van een kunststofbedekking en werkwijze voor de vervaardiging daarvan.
US4649082A (en) * 1985-03-07 1987-03-10 Ppg Industries, Inc. Radiation curable compositions based on radiation curable esters of polyfunctional hydroxyl-containing carboxylic acids
DE3689963T2 (de) * 1985-05-28 1994-11-03 Nippon Paint Co Ltd Polymerisationsverfahren unter Verwendung von Verbindungen mit polymerisierbaren Acylurethan-Strukturen.
FI82866C (fi) * 1985-06-24 1991-04-25 Siemens Ag Foerfarande foer framstaellning av strukturerade vaermebestaendiga skikt och deras anvaendning.
DE3606950A1 (de) * 1986-03-04 1987-10-01 Basf Ag Elastomermodifizierte, haertbare vinylesterharze

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0562368A3 (en) * 1992-03-23 1994-09-28 Siemens Ag Epoxy functional polyethers
WO1999040141A1 (fr) * 1998-02-05 1999-08-12 Siemens Aktiengesellschaft Matiere thermiquement durcissable a une composante et destinee a la technique 'manque de metal'

Also Published As

Publication number Publication date
EP0321820A3 (fr) 1991-01-23
US5015709A (en) 1991-05-14

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